Pyrimidines. XIII. Novel pyrimidine to pyrimidine transformation reactions
- 1 May 1977
- journal article
- letter
- Published by Wiley in Journal of Heterocyclic Chemistry
- Vol. 14 (3) , 537-538
- https://doi.org/10.1002/jhet.5570140341
Abstract
Novel pyrimidine to pyrimidine transformation reactions are described. 1,3‐Dimethyl‐(or diethyl)‐uracil(1) are converted into isocytosine, 2‐thiouracil or uracil derivatives by treatment with guanidine, thiourea or urea, respectively. The latter two cases require base catalysis. The effects of some substituents at C‐5 and C‐6 of 1,3‐dialkylated uracils (1a → 1e) on this transformation were examined and a plausible mechanism is offered for their reaction. The utility of this reaction is exemplified by the facile two‐step conversion of pseudouridine into the anlileukemic agent, pseudoisocytidine, in good overall yield.This publication has 8 references indexed in Scilit:
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